zinc 5-[4-(nicotinamidyl)phenyl]-10,15,20-triphenylporphyrin | 418762-41-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: zinc 5-[4-(nicotinamidyl)phenyl]-10,15,20-triphenylporphyrin
• CAS: 418762-41-1
• 化学式: C₅₀H₃₂N₆OZn
• 分子量: 798.234
• InChiKey: LDWCDDHAMAHMAJ-WVHVNXOTSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  六羰基钨 、 zinc 5-[4-(nicotinamidyl)phenyl]-10,15,20-triphenylporphyrin 在 C₄H₈O 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到tungsten pentacarbonyl (zinc 5-[4-(nicotinamidyl)phenyl]-10,15,20-triphenylporphyrin)
  参考文献：
  名称：

  Aspley, Catherine J.; Lindsay Smith, John R.; Perutz, Robin N., Journal of the Chemical Society. Dalton Transactions (2001), 2002, # 2, p. 170 - 180

  摘要：

  DOI：
• 作为产物：
  描述：

  5-[4-(nicotinamidyl)phenyl]-10,15,20-triphenylporphyrin 、 zinc(II) acetate dihydrate 以 甲醇 、 氯仿 为溶剂， 以97%的产率得到zinc 5-[4-(nicotinamidyl)phenyl]-10,15,20-triphenylporphyrin
  参考文献：
  名称：

  Aspley, Catherine J.; Lindsay Smith, John R.; Perutz, Robin N., Journal of the Chemical Society. Dalton Transactions (2001), 2002, # 2, p. 170 - 180

  摘要：

  DOI：

文献信息

• Synthesis and photochemistry of free base and zinc tetraaryl porphyrins mono-substituted with tungsten pentacarbonyl via a pyridine linker
  作者：Catherine J. Aspley、John R. Lindsay Smith、Robin N. Perutz、Daniel Pursche

  DOI：10.1039/b108562j

  日期：——

  A series of free base and zinc porphyrins, mono meso-substituted with a pyridyl group via an amide link, have been prepared by stepwise functionalisation of free base tetraphenylporphyrin, H2tpp. Four [W(CO)5L] (L = pyridyl-porphyrin) complexes have been synthesised; [Mtpp-NHCO-py-W(CO)5}], where M = 2H or Zn, one phenyl group is substituted at the 4-position and the pyridine is substituted at the 3- or 4-position. The spectroscopic data of the [W(CO)5L] complexes have been compared with those of the porphyrin ligands alone and with those of the model compounds, [W(CO)5(3-H2NCO-py)] and [W(CO)5(4-H2NCO-py)]. The UV-Vis spectra of the model compounds show that the MLCT and LF absorption bands overlap and no emission is observed at room temperature in solution. The UV-Vis absorption and emission spectra of the porphyrins with peripheral W(CO)5 are dominated by porphyrin bands. Time-resolved emission was observed from the porphyrin moiety in the [W(CO)5L] complexes and fitted to mono-exponential kinetics to give lifetimes of ≤10 ns for the zinc porphyrins and of ca. 22 ns for the free base porphyrins. Transients characteristic of the porphyrin 3(π–π*) excited state have been observed by time-resolved absorption and their decay kinetics have been fitted to an appropriate rate law. Long wavelength photolysis of [W(CO)5(3-H2NCO-py)] and [W(CO)5(4-H2NCO-py)] in THF resulted in conversion to [W(CO)5(THF)]. The [W(CO)5L] complexes behaved similarly with photolysis at λ > 395 nm but were photostable with λ > 495 nm.

  通过逐步官能化游离碱四苯基卟啉 H2tpp 制备了一系列通过酰胺键被吡啶基单内消旋取代的游离碱和锌卟啉。合成了四种[W(CO)5L]（L=吡啶基卟啉）配合物； [Mtpp-NHCO-py-W(CO)5}]，其中M=2H或Zn，一个苯基在4-位被取代并且吡啶在3-或4-位被取代。 [W(CO)5L]配合物的光谱数据与单独的卟啉配体以及模型化合物[W(CO)5(3-H2NCO-py)]和[W(CO)的光谱数据进行了比较)5(4-H2NCO-py)]。模型化合物的紫外-可见光谱表明，MLCT 和 LF 吸收带重叠，并且在室温溶液中没有观察到发射。具有外围 W(CO)5 的卟啉的紫外-可见吸收和发射光谱以卟啉谱带为主。从 [W(CO)5L] 配合物中的卟啉部分观察到时间分辨发射，并拟合单指数动力学，得出锌卟啉的寿命≤10 ns，寿命约为 10 ns。游离碱卟啉为 22 ns。卟啉 3(π–π*) 激发态的瞬态特征已通过时间分辨吸收观察到，并且其衰变动力学已符合适当的速率定律。 [W(CO)5(3-H2NCO-py)] 和 [W(CO)5(4-H2NCO-py)] 在 THF 中的长波长光解导致转化为 [W(CO)5(THF)]。 [W(CO)5L] 配合物在 λ > 395 nm 处的光解作用相似，但在 λ > 495 nm 处具有光稳定性。